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773034

Potassium (3-butenyl)trifluoroborate

90%

Synonym(s):

Potassium homoallyltrifluoroborate

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About This Item

Empirical Formula (Hill Notation):
C4H7BF3K
CAS Number:
608140-67-6
Molecular Weight:
162.00
NACRES:
NA.22
PubChem Substance ID:
329767597
UNSPSC Code:
12352103
MDL number:
MFCD11052817
Assay:
90%
Form:
solid
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Quality Level

100

assay

90%

form

solid

mp

>300 °C

SMILES string

[K+].F[B-](F)(F)CCC=C

InChI

1S/C4H7BF3.K/c1-2-3-4-5(6,7)8;/h2H,1,3-4H2;/q-1;+1

InChI key

UPXWGXKSNOQOKH-UHFFFAOYSA-N

Application

Organotrifluoroborate involved in:
  • Catalytic allylboration
  • Stereoselective nucleophilic addition
  • Pd-catalyzed heterocyclizations
  • Oxidation reactions and Oxidative Mannich reactions
  • Cross-coupling reactions


Organotrifluoroborates as versatile and stable boronic acid surrogates

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKE122082

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Michael J Burns et al.
Dalton transactions (Cambridge, England : 2003), 39(43), 10391-10400 (2010-10-15)
A new synthetic methodology for the catalytic C-H functionalisation of 2-pyrones is described which proceeds regioselectively at the C3 position, mirroring the observed regioselectivity in 6π-electrocyclisation/oxidative aromatisation reactions of related compounds. Insight into the reaction mechanism is provided, with support
Oxidation of alkyl trifluoroborates: an opportunity for tin-free radical chemistry.
Geoffroy Sorin et al.
Angewandte Chemie (International ed. in English), 49(46), 8721-8723 (2010-10-12)
The development of a Selectfluor-mediated oxidative Mannich reaction
M. H. Daniels and J. Hubbs,
Tetrahedron Letters, 52, 3543-3546 (2011)
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Global Trade Item Number

SKUGTIN
773034-1G04061826654774